JPH029440A - 白金族金属化合物のマイクロカプセル化方法 - Google Patents
白金族金属化合物のマイクロカプセル化方法Info
- Publication number
- JPH029440A JPH029440A JP1085859A JP8585989A JPH029440A JP H029440 A JPH029440 A JP H029440A JP 1085859 A JP1085859 A JP 1085859A JP 8585989 A JP8585989 A JP 8585989A JP H029440 A JPH029440 A JP H029440A
- Authority
- JP
- Japan
- Prior art keywords
- liquid
- group metal
- platinum
- platinum group
- polymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- -1 platinum group metal compound Chemical class 0.000 title claims description 38
- 238000000034 method Methods 0.000 title claims description 26
- 239000003094 microcapsule Substances 0.000 title abstract description 47
- 239000007788 liquid Substances 0.000 claims abstract description 66
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 56
- 229910052697 platinum Inorganic materials 0.000 claims abstract description 23
- 229920000642 polymer Polymers 0.000 claims abstract description 23
- 229920000620 organic polymer Polymers 0.000 claims abstract description 17
- 239000006185 dispersion Substances 0.000 claims abstract description 15
- 239000004094 surface-active agent Substances 0.000 claims abstract description 11
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 11
- 239000004416 thermosoftening plastic Substances 0.000 claims abstract description 11
- 238000001704 evaporation Methods 0.000 claims abstract description 8
- 239000000843 powder Substances 0.000 claims abstract description 8
- 229910052751 metal Inorganic materials 0.000 claims abstract description 7
- 239000002184 metal Substances 0.000 claims abstract description 7
- 150000001875 compounds Chemical class 0.000 claims description 18
- 239000008393 encapsulating agent Substances 0.000 claims description 10
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 8
- 238000009835 boiling Methods 0.000 claims description 6
- 229910052763 palladium Inorganic materials 0.000 claims description 4
- 229910052703 rhodium Inorganic materials 0.000 claims description 4
- 239000010948 rhodium Substances 0.000 claims description 4
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 4
- 239000000839 emulsion Substances 0.000 abstract description 16
- 230000001376 precipitating effect Effects 0.000 abstract description 4
- 239000012530 fluid Substances 0.000 abstract 1
- 238000005507 spraying Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 55
- 150000003058 platinum compounds Chemical class 0.000 description 25
- 125000005375 organosiloxane group Chemical group 0.000 description 22
- 239000003054 catalyst Substances 0.000 description 18
- 239000012071 phase Substances 0.000 description 17
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- 239000002245 particle Substances 0.000 description 15
- 239000007789 gas Substances 0.000 description 10
- 238000003860 storage Methods 0.000 description 10
- 229940045985 antineoplastic platinum compound Drugs 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 7
- 239000007921 spray Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000004372 Polyvinyl alcohol Substances 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- 229920002451 polyvinyl alcohol Polymers 0.000 description 6
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 5
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- 229920001971 elastomer Polymers 0.000 description 4
- 239000000806 elastomer Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 238000006459 hydrosilylation reaction Methods 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 150000003961 organosilicon compounds Chemical class 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- SOGAXMICEFXMKE-UHFFFAOYSA-N alpha-Methyl-n-butyl acrylate Natural products CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 238000011065 in-situ storage Methods 0.000 description 3
- 239000011344 liquid material Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 230000000737 periodic effect Effects 0.000 description 3
- 229920001843 polymethylhydrosiloxane Polymers 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 241001522296 Erithacus rubecula Species 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 241001028048 Nicola Species 0.000 description 1
- 229910052774 Proactinium Inorganic materials 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005354 coacervation Methods 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000011817 metal compound particle Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 229920000867 polyelectrolyte Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000011417 postcuring Methods 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000012260 resinous material Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
- C08K9/10—Encapsulated ingredients
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/12—Making microcapsules or microballoons by phase separation removing solvent from the wall-forming material solution
- B01J13/125—Making microcapsules or microballoons by phase separation removing solvent from the wall-forming material solution by evaporation of the solvent
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/06—Preparatory processes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Dispersion Chemistry (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Catalysts (AREA)
- Polymerisation Methods In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17934788A | 1988-04-08 | 1988-04-08 | |
| US179347 | 1988-04-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH029440A true JPH029440A (ja) | 1990-01-12 |
| JPH0569579B2 JPH0569579B2 (es) | 1993-10-01 |
Family
ID=22656200
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1085859A Granted JPH029440A (ja) | 1988-04-08 | 1989-04-06 | 白金族金属化合物のマイクロカプセル化方法 |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0339803B1 (es) |
| JP (1) | JPH029440A (es) |
| AU (1) | AU609962B2 (es) |
| CA (1) | CA1338201C (es) |
| DE (1) | DE68900705D1 (es) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0429748A (ja) * | 1990-05-24 | 1992-01-31 | Toray Dow Corning Silicone Co Ltd | ヒドロシリル化反応用触媒含有熱可塑性樹脂微粒子の製造方法 |
| JPH06157913A (ja) * | 1992-08-31 | 1994-06-07 | Dow Corning Corp | 有機チタン化合物／マイクロカプセル化白金共触媒を含有する硬化性オルガノシロキサン組成物 |
| JP2010509060A (ja) * | 2006-11-14 | 2010-03-25 | ビーエーエスエフ ソシエタス・ヨーロピア | サブミクロンのシェル／コア粒子のミニサスポエマルジョン又は懸濁液の製造方法 |
| WO2014017671A1 (en) | 2012-07-27 | 2014-01-30 | Dow Corning Toray Co., Ltd. | Microparticles and curable organopolysiloxane composition containing the same |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5015691A (en) * | 1989-05-22 | 1991-05-14 | General Electric Company | One part heat curable organopolysiloxane compositions |
| JPH06157912A (ja) * | 1992-08-13 | 1994-06-07 | General Electric Co <Ge> | 一液型熱硬化性オルガノポリシロキサン組成物の製法 |
| KR101214395B1 (ko) | 2005-02-16 | 2012-12-24 | 다우 코닝 코포레이션 | 오가노보란 아민 착체를 사용하는 중합체 입자 및 캡슐화조성물 |
| KR20130140875A (ko) | 2005-09-21 | 2013-12-24 | 다우 코닝 코포레이션 | 오가노보란 아민 착물을 사용하는 주변 조건하의 리소그래피 방법 |
| JP5281001B2 (ja) | 2006-06-20 | 2013-09-04 | ダウ・コーニング・コーポレーシヨン | 硬化可能な有機ケイ素組成物 |
| US20200078759A1 (en) * | 2018-09-07 | 2020-03-12 | The Procter & Gamble Company | Methods and Systems for Forming Microcapsules |
| US20200078758A1 (en) * | 2018-09-07 | 2020-03-12 | The Procter & Gamble Company | Methods and Systems for Forming Microcapsules |
| US20200078757A1 (en) * | 2018-09-07 | 2020-03-12 | The Procter & Gamble Company | Methods and Systems for Forming Microcapsules |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5212150B1 (es) * | 1968-06-04 | 1977-04-05 | ||
| US3784391A (en) * | 1971-12-27 | 1974-01-08 | Nl Industries Inc | Finely divided hollow microcapsules of polymeric resins |
| US3954678A (en) * | 1974-07-11 | 1976-05-04 | E. I. Du Pont De Nemours And Company | Semipermeable microcapsules containing a silica gel |
-
1989
- 1989-02-15 CA CA000591090A patent/CA1338201C/en not_active Expired - Fee Related
- 1989-03-31 DE DE8989303181T patent/DE68900705D1/de not_active Expired - Lifetime
- 1989-03-31 EP EP89303181A patent/EP0339803B1/en not_active Expired
- 1989-04-06 JP JP1085859A patent/JPH029440A/ja active Granted
- 1989-04-07 AU AU32538/89A patent/AU609962B2/en not_active Ceased
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0429748A (ja) * | 1990-05-24 | 1992-01-31 | Toray Dow Corning Silicone Co Ltd | ヒドロシリル化反応用触媒含有熱可塑性樹脂微粒子の製造方法 |
| JPH06157913A (ja) * | 1992-08-31 | 1994-06-07 | Dow Corning Corp | 有機チタン化合物／マイクロカプセル化白金共触媒を含有する硬化性オルガノシロキサン組成物 |
| JP2010509060A (ja) * | 2006-11-14 | 2010-03-25 | ビーエーエスエフ ソシエタス・ヨーロピア | サブミクロンのシェル／コア粒子のミニサスポエマルジョン又は懸濁液の製造方法 |
| WO2014017671A1 (en) | 2012-07-27 | 2014-01-30 | Dow Corning Toray Co., Ltd. | Microparticles and curable organopolysiloxane composition containing the same |
| US9227183B2 (en) | 2012-07-27 | 2016-01-05 | Dow Corning Toray Co., Ltd. | Microparticles and curable organopolysiloxane composition containing the same |
Also Published As
| Publication number | Publication date |
|---|---|
| AU3253889A (en) | 1989-10-12 |
| EP0339803B1 (en) | 1992-01-15 |
| DE68900705D1 (de) | 1992-02-27 |
| JPH0569579B2 (es) | 1993-10-01 |
| EP0339803A1 (en) | 1989-11-02 |
| AU609962B2 (en) | 1991-05-09 |
| CA1338201C (en) | 1996-04-02 |
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